Chemistry of α??diazosulfones, XIII: Reaction of p??tolylsulfonyldiazomethane or ethyl diazoacetate with sulfuryl chloride and various ethers

W Middelbos, B Zwanenburg…

Index: Middelbos,W. et al. Recueil des Travaux Chimiques des Pays-Bas, 1971 , vol. 90, p. 435 - 443

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Citation Number: 5

Abstract

Abstract p-Tolylsulfonyldiazomethane and ethyl diazoacetate react smoothly with sulfuryl chloride and various ethers (Tables I and II) producing α-alkoxy-α-chloro-sulfones and α- alkoxy-α-chloroacetates in good yields. The reaction is proposed to proceed via a nucleophilic reaction of the ether with the diazonium ion XCH (Cl) N 2⊕(where X is p-CH 3 C 6 H 4 SO 2-or C 2 H 5 OOC-) which is formed by an electrophilic reaction of Cl⊕(from ...